93998-08-4Relevant academic research and scientific papers
Beyond the Tebbe Olefination: Direct Transformation of Esters into Ketones or Alkenes
Dom?alska-Pieczykolan, Anna M.,Furman, Bart?omiej
supporting information, p. 730 - 736 (2020/04/08)
A direct, effective, and operationally simple transformation of esters into ketones or alkenes by the exclusive action of Tebbe's reagent has been developed. The transformation utilizes the dual character of Tebbe's reagent as both a methylenation agent and a rearrangement catalyst in the reaction of a wide range of substituted vinyl ethers. The resulting transformation involves sequential methylenation and rearrangement reactions and it offers a high degree of selectivity toward the synthesis of ketones or alkenes. The scope and limitations of the developed methods have been also examined.
Copper-Catalyzed Cross-Coupling of Allylboronic Acids with α-Diazoketones
Das, Arindam,Wang, Dong,Belhomme, Marie-Charlotte,Szabó, Kálmán J.
supporting information, p. 4754 - 4757 (2015/10/12)
Copper-catalyzed cross-coupling of substituted allylboronic acids with α-diazoketones was studied. This allylation reaction is highly regioselective, providing the branched allylic product. The process involves creation of a new C(sp3)-C(sp3) bond by retaining the keto functional group of the α-diazoketone precursor.
Boron trifluoride-catalyzed reaction of alkyl fluoride with silyl enolate, allylsilane, and hydrosilane
Hirano, Koji,Fujita, Kazuya,Yorimitsu, Hideki,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 2555 - 2557 (2007/10/03)
Alkylation of silyl enolates with tert-alkyl or allylic fluorides proceeds smoothly in the presence of a catalytic amount of boron trifluoride to afford the corresponding carbonyl compounds. Allylation and reduction of alkyl fluorides with allylsilane and hydrosilane, respectively, occur under BF 3 catalysis.
